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Basic Information

Molecular Structure:
CAS No.:	434-05-9
Name:	Methenolone acetate
Article Data:	5
Cas Database

Formula:	C₂₂H₃₂O₃
Molecular Weight:	344.494
Synonyms:	5a-Androst-1-en-3-one, 17b-hydroxy-1-methyl-, acetate(6CI,8CI);1-Methyl-17b-hydroxy-5a-androst-1-en-3-oneacetate;1-Methyl-17b-hydroxy-5a-androst-1-en-3-one-17b-acetate;1-Methyl-5a-androst-1-en-17b-ol-3-one acetate;17b-Hydroxy-1-methyl-5a-androst-1-en-3-one acetate;Methenolone 17-acetate;Methenolone acetate;NSC 74226;Nibal;Primobolan;Primobolan Tablets;Primobolone;Primonabol;SH 567;SH567a;SQ 16496;
EINECS:	207-097-0
Density:	1.1 g/cm³
Melting Point:	138-139°
Boiling Point:	441.2 °C at 760 mmHg
Flash Point:	189.9 °C
PSA:	43.37000
LogP:	4.69600

Synthetic route

: 1099-80-5
17β-acetoxy-1-methyl-androsta-1,4-dien-3-one

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Conditions

Conditions	Yield
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature;	8%

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 1099-80-5
17β-acetoxy-1-methyl-androsta-1,4-dien-3-one

Conditions

Conditions	Yield
With diphenyl diselenide; iodosylbenzene In toluene at 80℃; for 4h;	80%
With thallium(III) acetate In acetic acid

: 50-00-0
formaldehyd

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 108-98-5
thiophenol

: 127557-42-0
17β-acetyloxy-1-methyl-2-<(phenylthio)methyl>-5α-androst-1-en-3-one

Conditions

Conditions	Yield
In water at 110℃; for 24h;	61%

...Expand

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 17β-Hydroxy-1-methyl-5α-androst-1-en

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

: 108-22-5
Isopropenyl acetate

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 2098-47-7
Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
With hydrogen cation

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 17β-Acetoxy-1-methyl-Δ1-5α-androstenol-(3β)

Conditions

Conditions	Yield
With lithium tri-t-butoxyaluminum hydride

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 108-24-7
acetic anhydride

: 2098-47-7
Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
With hydrogen cation

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 98-88-4
benzoyl chloride

: Benzoic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
In toluene

: 186581-53-3, 908094-01-9
diazomethane

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 1050-87-9
A-Homo-4-oxo-1-methyl-17β-acetoxy-Δ1(2)-5α-androsten

Conditions

Conditions	Yield
With aluminium trichloride In diethyl ether; benzene

: 434-05-9
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

: 127557-30-6
1,2-dimethylandrosta-1,4-dien-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 61 percent / various solvent(s); H2O / 24 h / 110 °C 2: 73 percent / Raney nickel / acetone / 0.25 h / Heating 3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C 4: 94 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature 5: 81 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 5 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
4: 94 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
5: 81 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature
View Scheme

Total:228 Page 1 of 6 1 2 3 4 5 6 Next>>

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Specification

The Methenolone acetate has the cas register number 434-05-9, and it has the systematic name of (5alpha)-1-methyl-3-oxoandrost-1-en-17-yl acetate. This chemical is a kind of white or almost white crystalline powder. Besides, its product categories are including steroids.

The characteristics of this chemical are as follows: (1)ACD/LogP: 4.93; (2)ACD/LogD (pH 5.5): 4.92; (3)ACD/LogD (pH 7.4): 4.92; (4)ACD/BCF (pH 5.5): 3258.08; (5)ACD/BCF (pH 7.4): 3258.08; (6)ACD/KOC (pH 5.5): 11380.8; (7)ACD/KOC (pH 7.4): 11380.8; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 43.37; (11)Index of Refraction: 1.536; (12)Molar Refractivity: 97.3 cm³; (13)Molar Volume: 311.8 cm³; (14)Polarizability: 38.57×10^-24cm³; (15)Surface Tension: 41.2 dyne/cm; (16)Density: 1.1 g/cm³; (17)Flash Point: 189.9 °C; (18)Enthalpy of Vaporization: 69.85 kJ/mol; (19)Boiling Point: 441.2 °C at 760 mmHg; (20)Vapour Pressure: 5.54E-08 mmHg at 25°C; (21)Exact Mass: 344.235145; (22)MonoIsotopic Mass: 344.235145; (23)Topological Polar Surface Area: 43.4; (24)Heavy Atom Count: 25; (25)Complexity: 635.

In addition, you could obtain the molecular structure by converting the following datas:
(1)SMILES:CC(=O)OC1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)\C=C(\C)[C@]4(C)[C@H]3CC[C@]12CCopyCopied
(2)InChI:InChI=1/C22H32O3/c1-13-11-16(24)12-15-5-6-17-18-7-8-20(25-14(2)23)21(18,3)10-9-19(17)22(13,15)4/h11,15,17-20H,5-10,12H2,1-4H3/t15-,17-,18-,19-,20?,21-,22-/m0/s1

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	> 2gm/kg (2000mg/kg)	Drugs in Japan Vol. -, Pg. 1370, 1995.
mouse	LD50	oral	> 4gm/kg (4000mg/kg)	Drugs in Japan Vol. -, Pg. 1370, 1995.
rat	LD50	oral	> 4gm/kg (4000mg/kg)	Drugs in Japan Vol. -, Pg. 1370, 1995.